Maidstone Holidays

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    Packages with flights are ATOL protected

Your Maidstone Holiday

Book a Maidstone holiday package and discover the rhythm and vibe of this vibrant neighbourhood. With all your travel plans taken care of, the only thing you need to concentrate on here is having an absolute ball. Trentham Racecourse and Maidstone Park are two of the major attractions nearby to add to your agenda during a trip to Maidstone. No matter what your dream Maidstone holiday may look like, you can turn it into reality with Expedia.

Where to stay in Maidstone

Find the best Maidstone areas and neighborhoods for the activities you enjoy most. Learn more about Maidstone
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Trentham

3 out of top 10 points of interest in this area

Trentham is noteworthy for its restaurants, and you can make a stop at top attractions like Trentham Racecourse and Tawai Park.

Find hotels in Trentham

Top hotels in Maidstone

James Cook Hotel Grand Chancellor

James Cook Hotel Grand Chancellor

4.5 out of 5
147 The Terrace Wellington
Fully refundableReserve now, pay when you stay
The price is £65 per night from 2 May to 3 May
£65
2 May - 3 May
includes taxes & fees
8.8/10 Excellent! (1,723 reviews)
Yes was great

Reviewed on 11 Apr 2026

James Cook Hotel Grand Chancellor
Rydges Wellington

Rydges Wellington

4.5 out of 5
75 Featherston St Wellington
The price is £84 per night from 19 Apr to 20 Apr
£84
19 Apr - 20 Apr
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
Friendly staff and helpful. Room was great very clean nice view of the bay. 2 night stay first night had dinner in restaurant the steak was great was tempting to have again the next night, menu is a bit limited. Nice bar to have drinks. Good location easy walking to wharf area, cable car etc. would ...

Reviewed on 10 Apr 2026

Rydges Wellington
Bolton Hotel

Bolton Hotel

4.5 out of 5
Corner of Bolton & Mowbray Streets Wellington
Fully refundableReserve now, pay when you stay
The price is £80 per night from 17 Apr to 18 Apr
£80
17 Apr - 18 Apr
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
My daughters and I stayed there for three nights and had a wonderful stay. The hotel is close to everything, the staff were lovely, and we really enjoyed the amenities, especially the spa, gym, swimming pool, and sauna.

Reviewed on 10 Apr 2026

Bolton Hotel
See all 513 properties in Maidstone
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Maidstone travel package cost?
Customize your Maidstone travel package from as low as . Pick from any combination of flights, hotels and rental cars to craft the getaway you've been dreaming about for ages. Don't forget to add on a few activities!
If I'm not able to travel, can I cancel my Maidstone travel package?
Plans can change suddenly, so yes. You may be able to cancel or amend your Maidstone travel package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still cancel and rebook, but your airline, hotel or car rental company may impose a charge. Looking for more information? Look up our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Maidstone?
Booking a hotel and flight together with Expedia won't just save valuable time — it'll save you dollars too. A Maidstone travel package makes it a breeze to put together the perfect trip. With more than 550 airlines all over the world to pick from, finding flights that fit your busy schedule won't be difficult. In addition to that, we've got over 1,000,000 hotels globally to choose from. Now that's choice! Whatever your budget, Expedia can show you the world.
Does Expedia offer Book Now, Pay Later Maidstone holidays?
Expedia has joined forces with online lender Klarna to make your next getaway easier on the purse strings. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more cash to play with while you're away. Klarna has several payment plans to pick from, so you're sure to find one that fits into your budget. Browse these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's easy monthly instalment plans. If making bite-sized repayments each month works for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip in multiple transactions.
  • Low deposit holidays: Clicking the "book now" button is easier with this plan. Just put down a small deposit on your holiday and then start working on your travel itinerary.

Where should I stay in Maidstone?
Maidstone is home to a number of fascinating places to discover, such as Trentham Racecourse. Lock in a hotel near this attraction and make sightseeing simple.
What are the top hotels in Maidstone?
If it's your first time staying in Maidstone, secure a room at Wallaceville Motor Lodge or Hawks Inn Motel. Both hotels offer comfy beds and are favourites with many travellers.
How far in advance should I book my Maidstone holiday?
Travellers are usually able to look up international fares on Expedia within 12 months of the departure date. Booking last minute? With a little bit of luck, it's still possible to purchase a cheaper ticket just weeks before your journey.
What does an Expedia Maidstone travel package include?
Hotels, flights and rental cars — we have them well covered. With Expedia, you can shape your Maidstone travel package the way you like it. All you have to do is decide exactly what you need. Once you've made your booking, you can add on extras like tours and activities. The more you bundle, the greater the savings!
What should I know before booking a Maidstone travel package?
Booking all the parts of your getaway together is one of the easiest ways to save. Bundle your flights, car rentals and hotels into a handy package. But hotels aren't your only option. Expedia offers all kinds of properties, including holiday rentals such as beachfront villas and spacious residences. The list is almost endless!
Can I choose my airline with a Maidstone Expedia travel package?
With a travel package, you're always in charge. Whether you're looking to fly to Maidstone in economy or first class, simply pick from the available airline options. Expedia has access to more than 550 airline partners throughout the world.

Popular places to visit

Maidstone Park

Explore the great outdoors at Maidstone Park, a lovely green space in Upper Hutt. You can enjoy the cafes while in the area.

Maidstone Park

Staglands Wildlife Reserve

Explore the great outdoors at Staglands Wildlife Reserve, a lovely green space in Upper Hutt. While you're in the area, stroll along the beautiful beaches.

Staglands Wildlife Reserve

Things to do

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

£87
per adult
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour
Te Awa Kairangi Grade 2 Scenic Rafting Tour

Te Awa Kairangi Grade 2 Scenic Rafting Tour

£65
per adult
Te Awa Kairangi Grade 2 Scenic Rafting Tour
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

Remutaka Rail Trail Mountain Bike Explorer Cycle Tour

£87
per adult
100% of travellers recommend
Remutaka Rail Trail Mountain Bike Explorer Cycle Tour
See all activities in Upper Hutt

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.